Anna Maria Island Vacation Rentals

Welcome to Anna Maria Island, situated on the Coast of Manatee County, Florida, USA just south of Tampa Bay. Anna Maria Island is a barrier island only 7 miles long from north to south. Find your perfect lodging accommodations with Owner Direct vacation rentals, where we offer vacation rental properties including condo rentals and villa rentals.

Anna Maria Island offers postcard perfect, sugar white sand beaches and gorgeous crystal clear aqua waters. With an average year-round temperature of 24 degrees Celsius (75 degrees Fahrenheit), this is the perfect vacation paradise. The best way to explore the island is by foot, take a walk along the shell lined shores, or stroll along the main streets as you wander in and out of shops or stop at an open air bistro to savour the local catch of the day. Should you tire of walking there is also a free trolley service which is available at many stops and villas around the island. It is nice to know that you will never be far from your accommodation or villa rental.

This Florida Island offers plenty of arts and culture which is sure to delight and inspire. There is the Island Players live theatre, the South Florida Aquarium, the Jungle Gardens and the South Florida Museum to name but a few places to see. Deep sea fishing charters are available or if golf is your sport of choice check out one of the numerous courses. Anna Maria Island is home to a large variety of tropical songbirds and island wildlife. The sea turtles which come to shore from the months of May - October to nest are a fascinating sight to experience.

Beautiful scenery, warm weather and friendly locals make Anna Maria Island a place sure to impress. With so many accommodations to choose from, Owner Direct Vacation Rentals can help you book your perfect vacation rental whether you are looking for a condo rental or villa rental. Check out the last minute accommodation deals under villa rentals.

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  • Absolute Anna Maria - 2

    Anna Maria Island: Condo
    2 BDR • 2 BA • Sleeps 5 • #242904
    172 to 383 USD/night
    Completely surrounded by water with the Gulf of Mexico to the west, Florida's Intra-Coastal Waterway to the east, Tampa Bay to the north and Sarasota Bay to the south. Absolute Anna Maria offers the best location on Anna Maria Island where the island is only 150 yards wide. Our complex stretches from the Gulf of Mexico to Florida's Intra-Coastal Waterway. Absolute Anna Maria offers you private beach access, heated pool and more than twelve restaurants you can walk to in just a few minutes. The only condo in the entire complex that provides views of both the pool and Gulf of Mexico from the master bedroom, west balcony, living room, dinning room and kitchen. (Enjoy the luxury of sitting on your balcony and watching your children swimming in our heated pool). "Additionally we offer one of the largest heated pools on Anna Maria Island and we are the only complex to offer private beach access" Restaurants With In A Few Minutes Walk: -Tiki Hut -Wicked Cantina -Beach House -Omas Pizza -French Table -Island Time -Bridge Street Bistro -Freckle Fin -Blue Marlin -Bridge Tender -Anna Maria Island Oyster Bar -Tide Tables -Sea Food Shack "The free trolley stops right in front of the condo and will take you anywhere on the island you desire including "Publix Grocery Store" just a few stops from the front door*
  • Steps from Beach & Bay

    Bradenton Beach: Vacation Rental
    2 BDR • 2 BA • Sleeps 8 • #250709
    142 to 142 USD/night
    This ADORABLE Bungalow sits just steps between the white sand beaches of Anna Maria Island, and the serenity of the bay overlooking Sarasota Bay. Perfect for family vacation, 1 Queen, 1 Full, & 2 Sleeper Sofas for all the kids! Walk to shops & seafood!. Sleeps 8! This 2 bedroom/2 bathroom bungalow is a great space for families, with Queen bed, 1 Full bed, and 2 Sleeper Sofas for all the kids! Perfect location to walk to restaurants, shopping, beaches, and bay views, we recommend this location for a family that wants to make the most memories together! Onsite grill with full kitchen allows guests to cook their catch or grill out in the yard just like back home, but right next to sand, salt, and sea! Discounts included for Captain KO's Yacht Tours and golf cart access! The minimum acceptable ratio of occupants in our rental units is one (1) person over the age of 25 for every four (4) persons under the age of 25 occupying the rental property except during Spring Break. During Spring Break , the minimum acceptable ratio is one (1) person over the age of 25 for every two (2) persons under the age of 25.
  • Runaway Bay unit 275! 2

    Bradenton Beach: Vacation Rental
    2 BDR • 2 BA • Sleeps 4 • #251196
    213 to 213 USD/night
    This 2nd floor unit is perfect for the family, only steps away from the largest pool on AMI & directly across the street from Gulf of Mexico! Modern design & beachy comfort await you at Unit 275 at Runaway Bay!. Settle into your own corner of island life in this gorgeous, 2 bedroom/2 bathroom condo at Runaway Bay! Truly a sight for sore eyes! Fully equipped with furniture, bedding, appliances, and cookware. A full kitchen, a furnished patio with access to on-site resort amenities including tennis courts, kayak launch, BBQ grills, fishing pier, shuffleboard, a fitness room, and the largest heated pool in all of Anna Maria Island! Located merely steps from the pool, also only a few steps and you're on the beach! A stop for the free trolley is located at the entrance to the complex, right on Gulf Drive. Hop aboard for a quick ride to one of several local restaurants or enjoy a scenic trip all over the Anna Maria Island! Perfect for the whole family or a romantic getaway, this super comfortable vacation rental offers free WiFI, TVs in each bedroom and a large TV in living room. A screened and furnished patio with intimate seating, perfect for morning coffee or just a quiet place to start or end your sunny Florida day! Work up a sweat in the fitness room, and then cool off in the pool. With an assigned parking space, you won't need to drive around looking for a spot. Stock up on sunscreen, pack your flip-flops, and get ready for an incredible island vacation on Anna Maria Island! Make your reservation today!

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About Anna Maria Island

Anna Maria Island is located on Florida’s southern coast, just south of Tampa Bay. The island is known for world class beaches, welcoming people and a laid-back lifestyle. It has 3 main towns including, The City of Anna Maria, which is located in the north of the island and is a friendly residential community. The largest city is Holmes Beach and is located in the centre; it is the commercial centre of the island and has three miles of gorgeous white, sandy beaches. Lastly, Bradenton Beach boasts old Florida charm, calm docks and stretches to the southern tip of the island.

The Island is easily accessible by car, over 2 bridges from the mainland, as well as having two major airports. With year round sunshine and a warm tropical climate Anna Maria Island is a stunning place to visit.

Anna Maria Island is a quaint Barrier Island nestled in the Gulf of Mexico. Beautiful turquoise waters and white sandy beaches are the main attraction here. It is a place where "old" Florida charm can still be found, flip flops are a way of life and the speed limit never exceeds 35mph. High rise condos and fast food restaurants are pleasantly absent from our pristine "get away from it all" island. Our accommodations and  restaurants offer something for everyone. From quaint cottages by the sea to deluxe suites, from million-dollar villas to rustic cottages to own, one visit to Anna Maria Island and you will be calling it, "My island in the sun".

Anna Maria Island: Low-key pleasures rule on this slice of Old Florida
Written By: Diane Bair and Pamela Wright

...Even by Sunshine State standards, Anna Maria is one mellow joint. There is exactly one high-rise building here, which somehow sneaked past the town planners, but otherwise, three stories is the limit. Fast-food franchises are few. Mom-and-pop-type motels and cottage colonies rule. Stores sell such vacation necessities as inflatable alligators and purple Slurpees. “This island is 40 years behind the times,’’ resident Linda Haack told us. “It’s like the rest of Florida used to be, just beaches, palm trees, and pelicans.’’

True. Once you’ve crossed the drawbridge from Bradenton to Anna Maria, you feel the decades fall away. And stress? What stress? Within minutes of squishing our toes in the sand, we were seduced by the slo-mo rhythm of this easygoing island.

Hit the beach. It’s all about the beach. Luxuriously wide, and fringed by sea oats and Australian pines, Anna Maria’s crushed-coral beach is as soft as powdered sugar

Strictly by accident, while looking for a place called Beer Can Island, we discovered a great walk: the Coquina Baywalk at Leffis Key. A rustic footbridge and boardwalk traverse tidal lagoons and shallows rich with birdlife (it’s one of the spots along the Great Florida Birding Trail). A closer look reveals a medley of sea creatures such as blue and fiddler crabs, whelks, and ruffled, snail-like mollusks called ragged sea hares.
Dining out was a happy surprise. Who knew this tiny islet would have some of the best fine dining in the state? We splurged on great meals at the widely-acclaimed Beach Bistro, and at Euphemia Haye, on Longboat Key, but the island’s casual, cheaper restaurants won us over, too.
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